Effect of ring A and ring B substitution on the cytotoxic potential of pyrazole tethered chalcones

Nepali, Kunal; Kadian, Kanika; Ojha, Ritu; Dhiman, Rajni; Garg, Atul; Singh, Gagandip; Buddhiraja, Abhishek; Bedi, Preet Mohinder Singh; Dhar, K.L.

doi:10.1007/s00044-011-9824-9

Cited by 21 publications

(15 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…NaOH solution in ethanol at room temperature ( Scheme 1). [49] The crude products 3h – 3n were further purified by crystallization from hot ethanol. Compounds 3a – 3g , and 3o were purified by using silica gel column chromatography with different proportions of CH 2 Cl 2 and petroleum ether mixture elution.…”

Section: Resultsmentioning

confidence: 99%

Design, Synthesis, and Evaluation of Chalcone Derivatives as Multifunctional Agents against Alzheimer's Disease

Wang

Zhou

Tan

et al. 2021

Chemistry & Biodiversity

View full text Add to dashboard Cite

Fifteen chalcone derivatives 3a-3o were synthesized, and evaluated as multifunctional agents against Alzheimer's disease. In vitro studies revealed that these compounds inhibited self-induced Aβ 1-42 aggregation effectively ranged from 45.9-94.5 % at 20 μM, and acted as potential antioxidants. Their structure-activity relationships were summarized. In particular, (2E)-3-[4-(dimethylamino)phenyl]-1-(pyridin-2-yl)prop-2-en-1-one (3g) exhibited an excellent inhibitory activity of 94.5 % at 20 μM, and it could disassemble the self-induced Aβ 1-42 aggregation fibrils with ratio of 57.1 % at 20 μM concentration. In addition, compound 3g displayed good chelating ability for Cu 2 + , and could effectively inhibit and disaggregate Cu 2 + -induced Aβ aggregation. Moreover, compound 3g exerted low cytotoxicity, significantly reversed Aβ 1-42 -induced SH-SY5Y cell damage. More importantly, compound 3g remarkably ameliorated scopolamine-induced memory impairment in mice. In summary, all the results revealed compound 3g was a potential multifunctional agent for AD therapy.

show abstract

Section: Resultsmentioning

confidence: 99%

Design, Synthesis, and Evaluation of Chalcone Derivatives as Multifunctional Agents against Alzheimer's Disease

Wang

Zhou

Tan

et al. 2021

Chemistry & Biodiversity

View full text Add to dashboard Cite

show abstract

“…Nitro groups are often associated with toxicity issues in drugs, 33 so further nitro analogues were not pursued. Quinoline and quinolinone ring systems are favorable scaffolds in drug candidates, 34 so a series of 4-hydroxyquinolin-2-one analogues were synthesized (Scheme 3).…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Synthesis and Evaluation of 4-Hydroxycoumarin Imines as Inhibitors of Class II Myosins

et al. 2020

View full text Add to dashboard Cite

B. C.C. and R.K.B. conducted the motility assays and analyzed the data. D.H. and T.G. did the muscle experiments and analyzed the data. A.I. performed the solubility and stability measurements, recorded all UV/visible spectra in methanol, and determined the λ max and ε values. ASSOCIATED CONTENT Supporting InformationThe Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.jmedchem.0c01062. UV-visible spectra for hydrolysis of 7i in 99:1 (v/v) PBS/methanol; PDB files for the homology models of bovine cardiac and rabbit skeletal myosins (used for Table 2 and Figure 7) (PDF) SMILES strings for all of the new compounds tested (CSV)

show abstract

“…Chalcones, besides being the central core for a wide range of biological compounds, give rise to a new family of compounds by reacting with hydrazine derivatives incorporating pyrazoline and/or pyrazole moieties leading to compounds with new biological activities and promising pharmacological, agrochemical, and analytical applications (Scheme 8). [35][36][37] The condensation between chalcone derivative and substituted hydrazine usually produced tri-substituted pyrazoline, further converted into pyrazole through oxidative aromatization in the presence of oxidizing agents such as zirconium nitrate, [38] activated carbon, [39] Pd/C, [40] HIO 3 and I 2 O 5 . [41] Therefore, the catalytic performance of N.O-5 % hybrid catalyst to carry out the reaction between chalcones and hydrazines derivatives was explored.…”

Section: 35-trisubstituted Pyrazole and Pyrazoline Synthesismentioning

confidence: 99%

Active Base Hybrid Organosilica Materials based on Pyrrolidine Builder Units for Fine Chemicals Production

2021

View full text Add to dashboard Cite

The catalytic activity of "pyrrolidine type" fragments included or anchored in the mesoporous silica supports or polymeric frameworks have been fully reported for enantioselective transformation. Nevertheless, low attention was focused on their catalytic abilities to perform base-catalyzed reaction. Accordingly, hybrid materials including pyrrolidine fragments in the mesoporous silica supports were prepared following different synthesis methods, such as micellar and fluoride sol-gel routes in absence of structural directing agents. Their great catalytic performance was explored for various base-catalyzed reactions to the formation of CÀ C bond through Knoevenagel, Claisen-Schmidt and Henry condensations under microwave irradiation. The benefits of microwave irradiation combined with suitable catalytic properties of pyrrolidine hybrid materials with strong base sites and high accessibility to active centers, allowed carrying out successfully base-catalyzed condensation reactions for the production of fine chemicals. Moreover, the hybrid catalyst exhibited high selectivity and good stability over different catalytic cycles contributing to environmental sustainability.

show abstract

Effect of ring A and ring B substitution on the cytotoxic potential of pyrazole tethered chalcones

Cited by 21 publications

References 11 publications

Design, Synthesis, and Evaluation of Chalcone Derivatives as Multifunctional Agents against Alzheimer's Disease

Design, Synthesis, and Evaluation of Chalcone Derivatives as Multifunctional Agents against Alzheimer's Disease

Synthesis and Evaluation of 4-Hydroxycoumarin Imines as Inhibitors of Class II Myosins

Active Base Hybrid Organosilica Materials based on Pyrrolidine Builder Units for Fine Chemicals Production

Contact Info

Product

Resources

About